Synthesis of alpha-amyrin derivatives and their in vivo antihyperglycemic activity.
Ficus racemosa belongs to the family of Moraceae and is commonly known as 'Gular' in north India. Bio-activity guided isolation work on the fruits of F. racemosa resulted in the identification of antidiabetic active principle, alpha-amyrin acetate 7. Compound 7 lowered the blood glucose levels by 18.4 and 17.0% at 5 and 24 h, respectively, in sucrose challenged streptozotocin induced diabetic rat (STZ-S) model at the dose of 100 mg/kg body weight. Fifteen novel derivatives viz, 9-21, 24, 25 of alpha-amyrin 8 were prepared and their antihyperglycemic activity profile was assessed. The p-chlorobenzoic acid derivative 9 and nicotinic acid derivative 14 showed potent antihyperglycemic activity at 100 mg/kg body weight.
Narender
T
T
Division of Medicinal and Process Chemistry, Central Drug Research Institute, Chattar Manzil, Lucknow 226 001, Uttar Pradesh, India. tnarender@rediffmail.com
Khaliq
T
T
Singh
A B
AB
Joshi
M D
MD
Mishra
P
P
Chaturvedi
J P
JP
Srivastava
A K
AK
Maurya
R
R
Agarwal
S C
SC
D000818:Animals; D001786:Blood Glucose / Q000032:analysis; D003921:Diabetes Mellitus, Experimental / Q000097:blood*; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D051381:Rats; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013311:Streptozocin
D001786:Blood Glucose; D007004:Hypoglycemic Agents; D013311:Streptozocin; D009828:Oleanolic Acid; C036380:beta-amyrin